
Deals & Discount Filters
Apartments for Rent in Winter Park, FL
1,977 Rentals
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1 BED, 1 BATH$1,650
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4 BEDS, 2.25 BATHS$3,800
1461 Sunnyside Dr
1461 Sunnyside Dr, Maitland, FL 32751 -
3 BEDS, 2 BATHS$2,499
1432 Lantry Ct
1432 Lantry Ct, Orlando, FL 32804 -
4 BEDS, 2 BATHS$2,199
4 Bed 2 Bath Home Near Baldwin & Winter Park
5210 Sunrise Blvd, Orlando, FL 32803 -
6 BEDS, 4 BATHS$6,500
Baldwin Park home 3 car garage with 600 sq...
2037 Shaw Ln, Orlando, FL 32814 -
3 BEDS, 3.5 BATHS$3,500
3-story, 3/3.5, updated, townhome in the h...
2011 Meeting Pl, Orlando, FL 32814 -
1 BED, 1 BATH$720
Room for rent. private bedroom with shared...
1224 Moselle Ave, Orlando, FL 32807 -
4 BEDS, 2 BATHS$3,099
Charming 4/2 Colonial Town North Home with...
1704 Weltin St, Orlando, FL 32803 -
2 BEDS, 2 BATHS$1,895
Audubon Park 2/2 Corner Unit Villa with La...
3162 Plaza Terrace Dr, Orlando, FL 32803 -
2 BEDS, 1 BATH$1,450
2nd story, 2/1, updated unit on the Winter...
2406 Branch Way, Maitland, FL 32751 -
2 BEDS, 1 BATH$1,995
Charming 2-Bedroom Home within 3 miles of ...
581 E Horatio Ave, Maitland, FL 32751 -
4 BEDS, 2 BATHS$3,750
1235 Ayrshire St
1235 Ayrshire St, Orlando, FL 32803 -
2 BEDS, 2 BATHS$1,450
2 Bed/2 Bath, 2nd Floor Condo at Marbeya C...
1166 Paseo De Las Flores, Casselberry, FL 32707 -
2 BEDS, 2 BATHS$1,500
** ONE MONTH FREE!!!!** NEWLY RENOVATED 2 ...
1165 Paseo De Las Flores Apt C, Casselberry, FL 32707 -
2 BEDS, 2 BATHS$2,100
551 Finchley Rd
551 Finchley Rd, Maitland, FL 32751 -
3 BEDS, 2 BATHS$1,700
435 Eaton St Unit B
435 Eaton St, Eatonville, FL 32751 -
2 BEDS, 1 BATH$2,400
2410 Chelsea St
2410 Chelsea St, Orlando, FL 32803 -
2 BEDS, 1.5 BATHS$1,230
1760 Memphis Ave
1760 Memphis Ave, Orlando, FL 32807 -
3 BEDS, 2.25 BATHS$3,400
1308 Lake Baldwin Ln
1308 Lake Baldwin Ln, Orlando, FL 32814 -
2 BEDS, 2.25 BATHS$3,650
3851 Ethan Ln
3851 Ethan Ln, Orlando, FL 32814 -
4 BEDS, 2 BATHS$2,895
530 Ventris Ct
530 Ventris Ct, Maitland, FL 32751 -
1 BED$1,410+2 BEDS$1,590+
Whisper Lake Apartments
3250 Whisper Lake Ln, Winter Park, FL 32792 -
1 BED$1,378+2 BEDS$1,616+
Alvista Winter Park
3935 Sutton Place Blvd, Winter Park, FL 32792 -
1 BED$1,449+2 BEDS$1,599+3 BEDS$1,799+
Sapphire Winter Park
1743 Semoran North Cir, Winter Park, FL 32792 -
2 BEDS$1,799
The Fisher Apartments | Modern 1 & 2 Bedro...
2001 Glenridge Way, Winter Park, FL 32792 -
1 BED$1,579
Indigo Winter Park
220 S Semoran Blvd, Winter Park, FL 32792 -
1 BED$1,399
Serena Winter Park
2890 Red Lion Sq, Winter Park, FL 32792 -
2 BEDS$1,799
Azure Winter Park
3650 Summer Wind Dr, Winter Park, FL 32792 -
1 BED$1,599
The Juliette | 1 Bedroom Apartments in Orl...
1225 Moselle Ave, Orlando, FL 32807 -
1 BED$1,574+2 BEDS$1,689+3 BEDS$2,311+
The Q at Maitland
430 E Packwood Ave, Maitland, FL 32751
Showing 42 of 324 results, Page 8 of 8
Winter Park at a Glance
Renting in Winter Park
Average Rental Rates and Apartment Sizes
- Apartment Type Average Sq Ft Average Rent
- Studio 539 Sq Ft $1,400 / mo
- 1 Bedroom 709 Sq Ft $1,467 / mo
- 2 Bedrooms 1,020 Sq Ft $1,701 / mo
- 3 Bedrooms 1,273 Sq Ft $2,030 / mo
- 4 Bedrooms 1,506 Sq Ft $1,535 / mo
Top Budget-Friendly Neighborhoods in Winter Park
(For 1 bedroom apartments)- Neighborhoods Average Sq Ft Average Rent
- Whisperwood 741 Sq Ft $1,395/mo
- Four Seasons 622 Sq Ft $1,412/mo
- Winter Park Pines Merrie Oaks 622 Sq Ft $1,412/mo
- Winter Park Pines 739 Sq Ft $1,414/mo
- Winter Park Woods 761 Sq Ft $1,416/mo
- Eastbrook 737 Sq Ft $1,464/mo
- Laurel Springs 746 Sq Ft $1,482/mo
- Albert Lee Ridge 743 Sq Ft $1,493/mo
- Cedarwood Village 652 Sq Ft $1,526/mo
- Glenmoor 708 Sq Ft $1,552/mo
Average Rent in Nearby Cities
(For 1 bedroom apartments)- Cities Average Rent
- Winter Park $1,598/mo
- Maitland $1,768/mo
- Fern Park $1,295/mo
- Eatonville $992/mo
- Casselberry $1,611/mo
- Longwood $1,762/mo
- Altamonte Springs $1,614/mo
- Lockhart $1,333/mo
- Orlando $1,664/mo
- Belle Isle $1,275/mo
- Pine Castle $1,183/mo
Getting Around Winter Park
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Note: Based on community-supplied data and independent market research. Subject to change without notice.